#------------------------------------------------------------------------------
#$Date: 2016-08-07 10:19:22 +0200 (dom 07 de ago de 2016) $
#$Revision: 185212 $
#$URL: svn://www.crystallography.net/cod/cif/7/22/52/7225201.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7225201
loop_
_publ_author_name
'Veerakanellore, Giri Babu'
'Captain, Burjor'
'Ramamurthy, V.'
_publ_section_title
;
 Solid-state photochemistry of cis-cinnamic acids: a competition between
 [2 + 2] addition and cis--trans isomerization
;
_journal_issue                   25
_journal_name_full               CrystEngComm
_journal_page_first              4708
_journal_paper_doi               10.1039/C6CE00682E
_journal_volume                  18
_journal_year                    2016
_chemical_formula_sum            'C31 H32 O6'
_chemical_formula_weight         500.56
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2016-03-10 deposited with the CCDC.
2016-05-11 downloaded from the CCDC.
;
_cell_angle_alpha                75.7190(10)
_cell_angle_beta                 82.6330(10)
_cell_angle_gamma                69.6770(10)
_cell_formula_units_Z            1
_cell_length_a                   8.3783(4)
_cell_length_b                   9.3392(5)
_cell_length_c                   9.5107(5)
_cell_measurement_reflns_used    5751
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      30.28
_cell_measurement_theta_min      2.38
_cell_volume                     675.55(6)
_computing_cell_refinement       'SAINT+  V8.34A (Bruker, 2015)'
_computing_data_collection       'APEX2 v2.2-0 (Bruker, 2007)'
_computing_data_reduction        'SAINT+  V8.34A (Bruker, 2015)'
_computing_molecular_graphics    'XSHELL v6.3.1 (Bruker, 2004)'
_computing_publication_material  'XCIF v2014/2 (Bruker, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS/SHELXTL V6.14 (Bruker, 2015)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker SMART APEX2 CCD diffractometer'
_diffrn_measurement_method       'omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0187
_diffrn_reflns_av_unetI/netI     0.0170
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            9178
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.995
_diffrn_reflns_theta_min         2.212
_exptl_absorpt_coefficient_mu    0.085
_exptl_absorpt_correction_T_max  0.7460
_exptl_absorpt_correction_T_min  0.7014
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS 2014/5 Bruker)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.230
_exptl_crystal_description       Block
_exptl_crystal_F_000             266
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.16
_refine_diff_density_max         0.299
_refine_diff_density_min         -0.214
_refine_diff_density_rms         0.054
_refine_ls_extinction_coef       0.179(14)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     191
_refine_ls_number_reflns         3260
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.045
_refine_ls_R_factor_all          0.0536
_refine_ls_R_factor_gt           0.0483
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0766P)²+0.1044P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1307
_refine_ls_wR_factor_ref         0.1376
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2827
_reflns_number_total             3260
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c6ce00682e2.cif
_cod_data_source_block           collect_0m
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_absorpt_correction_type' value 'Multi-scan' changed to
'multi-scan' according to
/usr/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 4268 2015-11-12 08:31:59Z antanas 

 Adding full bibliography for 7225194--7225202.cif.
;
_cod_database_code               7225201
_shelx_shelxl_version_number     2014/7
_shelx_space_group_comment
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.30085(9) 1.06671(10) 0.55475(10) 0.0477(2) Uani 1 1 d . . . A 4
O2 O 0.40112(10) 0.93642(11) 0.37740(11) 0.0547(3) Uani 1 1 d . . . A 4
H2 H 0.4928 0.9340 0.4013 0.082 Uiso 1 1 calc R U . A 4
O3 O 0.20015(13) 0.58372(9) 0.42793(11) 0.0581(3) Uani 1 1 d . . . A 4
C1 C 0.17007(12) 0.73635(12) 0.59935(13) 0.0403(3) Uani 1 1 d . . . A 4
C2 C 0.24276(15) 0.59169(13) 0.55936(14) 0.0479(3) Uani 1 1 d . . . A 4
C3 C 0.3517(2) 0.46498(16) 0.65251(18) 0.0679(4) Uani 1 1 d . . . A 4
H3 H 0.4011 0.3695 0.6251 0.082 Uiso 1 1 calc R U . A 4
C4 C 0.3861(2) 0.48082(19) 0.78382(19) 0.0766(5) Uani 1 1 d . . . A 4
H4 H 0.4578 0.3955 0.8452 0.092 Uiso 1 1 calc R U . A 4
C5 C 0.3161(2) 0.6208(2) 0.82571(18) 0.0689(4) Uani 1 1 d . . . A 4
H5 H 0.3391 0.6309 0.9152 0.083 Uiso 1 1 calc R U . A 4
C6 C 0.20996(16) 0.74785(15) 0.73229(15) 0.0521(3) Uani 1 1 d . . . A 4
H6 H 0.1644 0.8434 0.7599 0.062 Uiso 1 1 calc R U . A 4
C7 C 0.04861(12) 0.87239(11) 0.50172(12) 0.0351(2) Uani 1 1 d . . . A 4
H7 H 0.0083 0.8349 0.4300 0.042 Uiso 1 1 calc R U . A 4
C8 C 0.10492(11) 1.01902(11) 0.42385(12) 0.0349(2) Uani 1 1 d . . . A 4
H8 H 0.0936 1.0428 0.3186 0.042 Uiso 1 1 calc R U . A 4
C9 C 0.27743(12) 1.01126(11) 0.45940(12) 0.0370(2) Uani 1 1 d . . . A 4
C10 C 0.2378(2) 0.42996(16) 0.40154(19) 0.0701(4) Uani 1 1 d . . . A 4
H10A H 0.1983 0.3647 0.4846 0.084 Uiso 1 1 calc R U . A 4
H10B H 0.3600 0.3823 0.3877 0.084 Uiso 1 1 calc R U . A 4
C11 C 0.1534(3) 0.4413(2) 0.2720(2) 0.0820(5) Uani 1 1 d . . . A 4
H11 H 0.0409 0.5069 0.2630 0.098 Uiso 1 1 calc R U . A 4
C12 C 0.2216(4) 0.3680(3) 0.1687(3) 0.1047(7) Uani 1 1 d . . . A 4
H12A H 0.3338 0.3011 0.1733 0.126 Uiso 1 1 calc R U . A 4
H12B H 0.1583 0.3821 0.0898 0.126 Uiso 1 1 calc R U . A 4
C21 C 0.1332(9) 0.9998(7) 0.9961(7) 0.115(3) Uani 0.5 1 d G . P B -1
C22 C 0.0768(11) 0.8851(6) 1.0893(6) 0.098(3) Uani 0.5 1 d G . P B -1
H22 H 0.1512 0.8050 1.1531 0.118 Uiso 0.5 1 calc R U P B -1
C23 C -0.0906(12) 0.8901(10) 1.0872(9) 0.153(5) Uani 0.5 1 d G . P B -1
H23 H -0.1283 0.8133 1.1495 0.183 Uiso 0.5 1 calc R U P B -1
C24 C -0.2017(10) 1.0098(13) 0.9918(11) 0.172(6) Uani 0.5 1 d G . P B -1
H24 H -0.3137 1.0131 0.9904 0.207 Uiso 0.5 1 calc R U P B -1
C25 C -0.1453(11) 1.1245(10) 0.8986(9) 0.145(6) Uani 0.5 1 d G . P B -1
H25 H -0.2197 1.2046 0.8348 0.174 Uiso 0.5 1 calc R U P B -1
C26 C 0.0221(11) 1.1195(7) 0.9007(7) 0.160(6) Uani 0.5 1 d G . P B -1
H26 H 0.0598 1.1963 0.8384 0.192 Uiso 0.5 1 calc R U P B -1
C27 C 0.2991(13) 1.0047(16) 0.9801(13) 0.168(5) Uani 0.5 1 d . . P B -1
H27A H 0.3405 0.9897 1.0740 0.252 Uiso 0.5 1 calc R U P B -1
H27B H 0.2999 1.1044 0.9222 0.252 Uiso 0.5 1 calc R U P B -1
H27C H 0.3711 0.9233 0.9332 0.252 Uiso 0.5 1 calc R U P B -1
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
C2 O3 C10 116.76(11) . .
C6 C1 C2 117.79(11) . .
C6 C1 C7 121.78(10) . .
C2 C1 C7 120.40(11) . .
O3 C2 C3 123.61(11) . .
O3 C2 C1 116.42(10) . .
C3 C2 C1 119.97(13) . .
C4 C3 C2 120.37(13) . .
C5 C4 C3 120.79(13) . .
C4 C5 C6 119.01(15) . .
C1 C6 C5 122.06(13) . .
C1 C7 C8 117.11(9) . 2_576
C1 C7 C8 119.25(8) . .
C8 C7 C8 89.28(7) 2_576 .
C9 C8 C7 115.62(8) . 2_576
C9 C8 C7 115.41(8) . .
C7 C8 C7 90.72(7) 2_576 .
O1 C9 O2 123.50(9) . .
O1 C9 C8 123.70(9) . .
O2 C9 C8 112.79(9) . .
O3 C10 C11 109.49(14) . .
C12 C11 C10 125.7(2) . .
C22 C21 C26 120.0 . .
C22 C21 C27 126.3(7) . .
C26 C21 C27 113.6(7) . .
C23 C22 C21 120.0 . .
C22 C23 C24 120.0 . .
C23 C24 C25 120.0 . .
C26 C25 C24 120.0 . .
C25 C26 C21 120.0 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1 C9 1.2154(14) .
O2 C9 1.3149(13) .
O3 C2 1.3690(17) .
O3 C10 1.4380(15) .
C1 C6 1.3864(18) .
C1 C2 1.4012(15) .
C1 C7 1.5081(14) .
C2 C3 1.3995(19) .
C3 C4 1.370(3) .
C4 C5 1.370(2) .
C5 C6 1.3919(18) .
C7 C8 1.5488(13) 2_576
C7 C8 1.5828(13) .
C8 C9 1.4997(13) .
C8 C7 1.5488(13) 2_576
C10 C11 1.461(3) .
C11 C12 1.295(3) .
C21 C22 1.3900 .
C21 C26 1.3900 .
C21 C27 1.394(13) .
C22 C23 1.3900 .
C23 C24 1.3900 .
C24 C25 1.3900 .
C25 C26 1.3900 .
